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An easy pick for me but it captures the last decade so well. Lincoln looking at the noose/halo is what sends this one over from being just a funny picture into being genuine art. It should be in a gallery. It should be in the entryway to the White House.
I actually just looked him up, he was 26 at the time and a lumberjack. He was in a drug rut and got out of it and became a biologist and settled down in a humble house with a cute gay twink, which apparently was the guy he shooed off in the video